3-BROMO-2,4-DIMETHYLPYRIDINE
Application- Product Name
- 3-BROMO-2,4-DIMETHYLPYRIDINE
- CAS No.
- 27063-93-0
- Chemical Name
- 3-BROMO-2,4-DIMETHYLPYRIDINE
- Synonyms
- 3-BroMo-2,4-lutidine;3-BROMO-2,4-DIMETHYLPYRIDINE;3-Bromo-2,4-Dimethylpiperidine;PYRIDINE, 3-BROMO-2,4-DIMETHYL
- CBNumber
- CB02451679
- Molecular Formula
- C7H8BrN
- Formula Weight
- 186.05
- MOL File
- 27063-93-0.mol
3-BROMO-2,4-DIMETHYLPYRIDINE Property
- Boiling point:
- 28-29 °C(Press: 40 Torr)
- Density
- 1.415±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- pka
- 4.25±0.18(Predicted)
- Appearance
- Off-white to light brown Solid-Liquid Mixture
- CAS DataBase Reference
- 27063-93-0
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B623690
- Product name
- 3-bromo-2,4-dimethylpyridine
- Packaging
- 30mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- B623690
- Product name
- 3-bromo-2,4-dimethylpyridine
- Packaging
- 60mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- B623690
- Product name
- 3-bromo-2,4-dimethylpyridine
- Packaging
- 300mg
- Price
- $330
- Updated
- 2021/12/16
- Product number
- CS-0005492
- Product name
- 3-Bromo-2,4-lutidine
- Purity
- >97.0%
- Packaging
- 1g
- Price
- $349
- Updated
- 2021/12/16
- Product number
- FB55801
- Product name
- 3-Bromo-2,4-dimethylpyridine
- Packaging
- 50mg
- Price
- $100
- Updated
- 2021/12/16
3-BROMO-2,4-DIMETHYLPYRIDINE Chemical Properties,Usage,Production
Application
3-Bromo-2,4-dimethylpiperidine is a heterocyclic organic compound that can be used as a pharmaceutical intermediate.
Synthesis
108-47-4
27063-92-9
29976-20-3
27063-93-0
Under stirring, 2,4-dimethylpyridine (5.39 mL, 46.7 mmol, 1 equiv.) was dissolved in bromide (50 mL) containing 20% free SO3, keeping the reaction temperature at 0 °C. An efficient reflux condenser was installed and the reaction mixture was heated to 165 °C in an oil bath. Bromine (4.30 mL, 83.4 mmol, 0.9 eq.) was added slowly in 0.5 mL portions over a period of 5 hours and stirring was continued at 155-175 °C for 20 hours. After completion of the reaction, the solution was cooled to room temperature, poured onto crushed ice (200 g) and stirred for 1 hour. The resulting orange solution was neutralized by careful addition of solid Na2CO3, diluted with water and extracted with EtOAc (2 x 250 mL). The organic layers were combined, dried with Na2SO4 and concentrated in vacuum. The crude product was purified by automated fast column chromatography (Biotage KP-Sil.TM.SNAP 340g column, 0-15% EtOAc/hexane) and dried under vacuum to give three bromo products: 3,5-dibromo-2,4-dimethylpyridine (8), 5-bromo-2,4-dimethylpyridine (9) and 3-bromo-2,4-dimethylpyridine (10). 3,5-Dibromo-2,4-dimethylpyridine (8) is a white solid (1.48 g, 12%) with a melting point of 28-30 °C; 1H NMR (400 MHz, CDCl3) δ 2.54 (s, 3H, CH3), 2.61 (s, 3H, CH3), 8.41 (s, 1H, pyHortho); 13C NMR (100 MHz, CDCl3) δ 23.8 (CH3), 25.7 (CH3), 120.3 (ArC), 124.4 (ArC), 146.4 (ArC), 148.5 (ArCH), 156.5 (ArC); IR νmax (film)/cm?1 3045, 2998, 2956, 2921, 1558, 1433, 1376, 1349, 1232, 1376, 1349, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232 1376, 1349, 1232, 1049, 993, 928, 783; HRMS (ESI+) m/z calcd for C7H8Br2N [M+H]+ 263.9018, found 263.9027. 5-Bromo-2,4-dimethylpyridine (9) was a colorless oil (1.89 g, 22%); 1H NMR (400 MHz, CDCl3) δ 2.32 (s, 3H, CH3), 2.44 (s, 3H, CH3), 7.00 (s, 1H, pyHortho), 8.47 (s, 1H, pyHmeta); 13C NMR ( 100 MHz, CDCl3) δ 22.1 (CH3), 23.6 (CH3), 120.4 (ArC), 125.5 (ArCH), 146.7 (ArC), 150.5 (ArCH), 157.0 (ArC); IR νmax (film)/cm?1 2985, 2957, 2924, 2854, 1592, 1461, 1377 1592, 1461, 1377, 1353, 1289, 1177, 1032; HRMS (ESI+) m/z calcd for C7H9BrN [M+H]+ 185.9913, found 185.9918. 3-Bromo-2,4-dimethylpyridine (10) was a colorless oil (3.04 g, 35%); 1H NMR (400 MHz, CDCl3) δ 2.33 (s, 3H, CH3), 2.61 (s, 3H, CH3), 6.91 (d, J = 5.0 Hz, 1H, pyHmeta), 8.18 (d, J = 5.0 Hz, 1H, 2995, 2958, 2922, 1585, 1437, 1389, 1123, 1024, 916, 825; HRMS (ESI+) m/z calcd for C7H9BrN [M+H]+ 185.9913, found 185.9917.
References
[1] Zeitschrift fuer Chemie (Stuttgart, Germany), 1988, vol. 28, # 2, p. 59 - 60
[2] Zeitschrift fuer Chemie (Stuttgart, Germany), 1988, vol. 28, # 2, p. 59 - 60
[3] Patent: WO2010/43866, 2010, A2. Location in patent: Page/Page column 48; 87-88
[4] Organic and Biomolecular Chemistry, 2011, vol. 9, # 1, p. 127 - 135
3-BROMO-2,4-DIMETHYLPYRIDINE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-BROMO-2,4-DIMETHYLPYRIDINE manufacturers
- Product
- 3-BROMO-2,4-DIMETHYLPYRIDINE 27063-93-0
- Price
- US $6.00/KG
- Min. Order
- 2KG
- Purity
- 98%
- Supply Ability
- 1KG,50KG,100KG
- Release date
- 2019-09-03